Quote:
Originally Posted by sailingdog
I would think that you'd want to cut across the main shipping lanes as quickly as possible. ...
Cutting across Mass Bay down to Cohasset will force you to deal with a lot more shipping traffic, which is no fun. ... 
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FWIW, unfortunately for Boston there is very little shipping in the shipping lanes nowadays, and absolutely no need for planning a trip around them. Excluding the Boston Harbor main channel, I haven't come within a quarter mile of a ship in Mass Bay in ten years...many days you don't even see one.